I have one of the same vintage with 75k miles and it has been bulletproof with no issues for the last two years. The only expenses have been oil, gas, tires and track day entry fees. Others on this forum have not been so lucky though.
Every car is different and the prior ownership and care is far more important than year or model to me. The joy of driving a Boxster often outweighs the periodic inconvenience of additional maintenance and repair issues. If you want a car with no issues at that price get a Honda/Toyota. They are vanilla sleds but will never let you down.
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2009 Cayman 2.9L PDK (with a few tweaks)
PCA-GPX Chief Driving Instructor-Ret.
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